Three-steps, one-pot synthesis of 2-amino-4-(hydroxyphosphinyl)butyric acid from dibutyl ester of vinylphosphinic acid was carried out with an overall yield of 66%. 3-aminopropylphosphinic acid was prepared from allylamine in three steps with an overall yield of 56%. These improved protocols allowed to obtain these commercially unavailable phosphinic analogues of glutamic acid and GABA for testing on potential molecular targets.

Convenient syntheses of phosphinic analogues of γ-aminobutyric- and glutamic acids / Khomutov, M. A.; Formanovsky, A. A.; Mikhura, I. V.; Vepsalainen, J.; Kochetkov, S. N.; DE BIASE, Daniela; Khomutov, A. R.. - In: RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY. - ISSN 1068-1620. - STAMPA. - 42:6(2016), pp. 672-676. [10.1134/S1068162016060042]

Convenient syntheses of phosphinic analogues of γ-aminobutyric- and glutamic acids

DE BIASE, Daniela
;
2016

Abstract

Three-steps, one-pot synthesis of 2-amino-4-(hydroxyphosphinyl)butyric acid from dibutyl ester of vinylphosphinic acid was carried out with an overall yield of 66%. 3-aminopropylphosphinic acid was prepared from allylamine in three steps with an overall yield of 56%. These improved protocols allowed to obtain these commercially unavailable phosphinic analogues of glutamic acid and GABA for testing on potential molecular targets.
2016
Amino acids; glutamic acid; phosphorus analogues; γ-aminobutyric acid (GABA); biochemistry; organic chemistry
01 Pubblicazione su rivista::01a Articolo in rivista
Convenient syntheses of phosphinic analogues of γ-aminobutyric- and glutamic acids / Khomutov, M. A.; Formanovsky, A. A.; Mikhura, I. V.; Vepsalainen, J.; Kochetkov, S. N.; DE BIASE, Daniela; Khomutov, A. R.. - In: RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY. - ISSN 1068-1620. - STAMPA. - 42:6(2016), pp. 672-676. [10.1134/S1068162016060042]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/954766
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